IP Library Granted Patent US 9,855,674
Granted Patent B2
US 9,855,674 · App. 15/462,282 · Granted Jan 2, 2018

Methods for making lignocellulose composite products with oxidative binders and encapsulated catalyst

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Quick Facts
Patent No.
US 9,855,674
App. No.
15/462,282
Granted
Jan 2, 2018
Kind
B2
Abstract

In some examples, one or more metal-containing catalysts and one or more waxes can be mixed or otherwise combined to produce an encapsulated catalyst composition. The wax can be at least partially coated on the metal-containing catalyst. A mixture of water and the wax can be agitated or otherwise mixed, and the metal-containing catalyst can be added to or otherwise combined with the water and wax mixture to produce a wax emulsified catalyst. A plurality of lignocellulose substrates, one or more oxidants, and the encapsulated catalyst composition can be mixed or otherwise combined to produce a lignocellulose binder mixture. The lignocellulose binder mixture can be heated to produce a composite product.

Claims (42)

1. A mixture comprising a plurality of lignocellulose substrates, an oxidant, and an encapsulated catalyst composition, wherein the encapsulated catalyst composition comprises a metal-containing catalyst that is at least partially coated with a wax.

2. The mixture of claim 1 , wherein the oxidant comprises hydrogen peroxide.

3. The mixture of claim 1 , wherein the metal-containing catalyst comprises potassium ferricyanide, potassium ferrocyanide, ammonium ferricyanide hydrate, ammonium ferrocyanide hydrate, sodium ferricyanide decahydrate, sodium ferrocyanide decahydrate, sodium nitroprusside dihydrate, iron sulfate, iron oxide, an iron complex of ethylenediaminetetraacetic acid, an iron complex of (S,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,R)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of diethylenetriaminepentaacetic acid, an iron complex of trans-1,2-diaminocyclohexane tetraacetic acid, an iron complex of iminodisuccinate, or a mixture thereof.

4. The mixture of claim 1 , wherein the wax comprises a petroleum wax, a vegetable wax, a montan wax, or a mixture thereof.

5. The mixture of claim 1 , wherein:

the oxidant comprises hydrogen peroxide,

the metal-containing catalyst comprises potassium ferricyanide, potassium ferrocyanide, ammonium ferricyanide hydrate, ammonium ferrocyanide hydrate, sodium ferricyanide decahydrate, sodium ferrocyanide decahydrate, sodium nitroprusside dihydrate, iron sulfate, iron oxide, an iron complex of ethylenediaminetetraacetic acid, an iron complex of (S,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,R)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of diethylenetriaminepentaacetic acid, an iron complex of trans-1,2-diaminocyclohexane tetraacetic acid, an iron complex of iminodisuccinate, or a mixture thereof, and

the wax comprises a petroleum wax, a vegetable wax, a montan wax, or a mixture thereof.

6. A mixture comprising a plurality of lignocellulose substrates, an oxidant, and an encapsulated catalyst composition, wherein the encapsulated catalyst composition comprises a cross-linking agent and a metal-containing catalyst, and wherein the metal-containing catalyst is at least partially coated with a wax.

7. The mixture of claim 6 , wherein the encapsulated catalyst composition comprises about 1 wt % to about 60 wt % of the wax, about 0.5 wt % to about 10 wt % of the metal-containing catalyst, and about 1 wt % to about 60 wt % of the cross-linking agent, based on a total weight of the wax, the metal-containing catalyst, and the cross-linking agent.

8. The mixture of claim 6 , wherein the encapsulated catalyst composition comprises about 5 wt % to about 50 wt % of the wax, about 1 wt % to about 5 wt % of the metal-containing catalyst, and about 5 wt % to about 50 wt % of the cross-linking agent, based on a total weight of the wax, the metal-containing catalyst, and the cross-linking agent.

9. The mixture of claim 6 , wherein the cross-linking agent comprises a polyphenolic material, an unsaturated compound, or a mixture thereof.

10. The mixture of claim 6 , wherein the cross-linking agent comprises a lignin, a lignosulfonate, a modified lignin, a tannin, a novolac resin, a modified phenol formaldehyde resin, bisphenol A, humic acid, or a mixture thereof.

11. The mixture of claim 6 , wherein the cross-linking agent comprises dicyclopentadiene, ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol) diacrylate, poly(ethylene glycol) dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, polyacrylate starch, linseed oil, an unsaturated polyester prepolymer, an unsaturated polyether prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyurethane prepolymer, or a mixture thereof.

12. The mixture of claim 6 , wherein:

the mixture further comprises a complexing agent,

the metal-containing catalyst comprises a complexed metal catalyst, and

a molar ratio of the complexing agent to the complexed metal catalyst is about 0.1 to about 2.

13. The mixture of claim 6 , wherein the metal-containing catalyst comprises iron, copper, manganese, tungsten, or molybdenum.

14. The mixture of claim 6 , wherein:

the oxidant comprises hydrogen peroxide,

the cross-linking agent comprises dicyclopentadiene, ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol) diacrylate, poly(ethylene glycol) dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, polyacrylate starch, linseed oil, an unsaturated polyester prepolymer, an unsaturated polyether prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyurethane prepolymer, or a mixture thereof,

the metal-containing catalyst comprises potassium ferricyanide, potassium ferrocyanide, ammonium ferricyanide hydrate, ammonium ferrocyanide hydrate, sodium ferricyanide decahydrate, sodium ferrocyanide decahydrate, sodium nitroprusside dihydrate, iron sulfate, iron oxide, an iron complex of ethylenediaminetetraacetic acid, an iron complex of (S,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,R)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of diethylenetriaminepentaacetic acid, an iron complex of trans-1,2-diaminocyclohexane tetraacetic acid, an iron complex of iminodisuccinate, or a mixture thereof, and

the wax comprises a petroleum wax, a vegetable wax, a montan wax, or a mixture thereof.

15. The mixture of claim 14 , wherein the cross-linking agent comprises an unsaturated polyester prepolymer, an unsaturated polyether prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyurethane prepolymer, or a mixture thereof.

16. A method for making a composite product, comprising:

combining a plurality of lignocellulose substrates, an oxidant, and an encapsulated catalyst composition to produce a mixture, wherein the encapsulated catalyst composition comprises a metal-containing catalyst that is at least partially coated with a wax; and

heating the mixture to produce a composite product.

17. The method of claim 16 , wherein the encapsulated catalyst composition further comprises a cross-linking agent comprising a polyphenolic material, an unsaturated compound, or a mixture thereof.

18. The method of claim 17 , wherein the encapsulated catalyst composition comprises about 1 wt % to about 60 wt % of the wax, about 0.5 wt % to about 10 wt % of the metal-containing catalyst, and about 1 wt % to about 60 wt % of the cross-linking agent, based on a total weight of the wax, the metal-containing catalyst, and the cross-linking agent.

19. The method of claim 16 , wherein:

the encapsulated catalyst composition further comprises a cross-linking agent,

the oxidant comprises hydrogen peroxide,

the metal-containing catalyst comprises potassium ferricyanide, potassium ferrocyanide, ammonium ferricyanide hydrate, ammonium ferrocyanide hydrate, sodium ferricyanide decahydrate, sodium ferrocyanide decahydrate, sodium nitroprusside dihydrate, iron sulfate, iron oxide, an iron complex of ethylenediaminetetraacetic acid, an iron complex of (S,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,R)-ethylenediamine-N,N′-disuccinic acid, an iron complex of (R,S)-ethylenediamine-N,N′-disuccinic acid, an iron complex of diethylenetriaminepentaacetic acid, an iron complex of trans-1,2-diaminocyclohexane tetraacetic acid, an iron complex of iminodisuccinate, or a mixture thereof,

the wax comprises a petroleum wax, a vegetable wax, a montan wax, or a mixture thereof, and

the cross-linking agent comprises dicyclopentadiene, ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol) diacrylate, poly(ethylene glycol) dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, polyacrylate starch, linseed oil, an unsaturated polyester prepolymer, an unsaturated polyether prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyurethane prepolymer, or a mixture thereof.

20. The method of claim 19 , wherein:

the mixture further comprises a complexing agent,

the metal-containing catalyst comprises a complexed metal catalyst,

a molar ratio of the complexing agent to the complexed metal catalyst is about 0.1 to about 2,

the mixture is maintained at a temperature of less than 60° C. for at least 10 minutes, and

the mixture is heated to a temperature of at least 60° C. to about 300° C. to produce the composite product.

Assignments (5)
ASSIGNMENT OF PATENT AND TRADEMARK SECURITY INTEREST Recorded May 12, 2025
From: MACQUARIE CAPITAL FUNDING LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 071276/0379 →
CHANGE OF NAME Recorded Mar 13, 2025
From: GEORGIA-PACIFIC CHEMICALS LLC
To: BAKELITE CHEMICALS LLC
Reel/Frame 070495/0222 →
SECURITY INTEREST Recorded Jun 9, 2022
From: GEORGIA-PACIFIC CHEMICALS LLC; GEORGIA-PACIFIC CONSUMER PRODUCTS LP; ENERG2 TECHNOLOGIES, INC.; KOCH AGRONOMIC SERVICES LLC; BAKELITE UK HOLDING LTD.; SURFACE TECH LLC
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 060328/0250 →
SECURITY INTEREST Recorded Jun 9, 2022
From: GEORGIA-PACIFIC CHEMICALS LLC; GEORGIA-PACIFIC CONSUMER PRODUCTS LP; ENERG2 TECHNOLOGIES, INC.; KOCH AGRONOMIC SERVICES LLC; BAKELITE UK HOLDING LTD.
To: MACQUARIE CAPITAL FUNDING LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 060328/0327 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2017
From: SNIADY, ADAM K.; WILLIAMSON, BOBBY L.
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 044158/0596 →